2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-PGF compounds

ABSTRACT

The present specification relates to novel 9-deoxy-9-methylene-trans-2,3-didehydro-PGF compounds with improved pharmacological properties. While these compounds are useful in inducing a wide variety of prostaglandin-like pharmacological effects, they are specifically useful as regulators of procreation and fertility.

The present application is a divisional application of Ser. No. 893,771,filed Apr. 5, 1978, now U.S. Pat. No. 4,165,436, issued Aug. 21, 1979.

The present invention relates to prostaglandin analogs, for which theessential material constituting disclosure therefor is incorporated byreference here from U.S. Pat. No. 4,165,436.

I claim:
 1. ##STR1## wherein L₂ and L₃ are hydrogen or alkyl of one to 4carbon atoms, inclusive, being the same or different; wherein Y₁ istrans--CH═CH--, --C.tbd.C--, --CH₂ CH₂ --, or cis--CH═CH--; wherein M₁is ##STR2## wherein R₅ is hydrogen or methyl; wherein L₁ is ##STR3## ora mixture of ##STR4## wherein R₃ and R₄ are hydrogen, methyl, or fluoro,being the same or different, with the proviso that one of R₃ and R₄ isfluoro only when the other is hydrogen or fluoro;wherein g is 4, 5, or6; wherein R₇ is ##STR5## wherein h is zero, one, two, or three, whereinm is one to 5, inclusive, T is chloro, fluoro, trifluoromethyl, alkyl ofone to 3 carbon atoms, inclusive, or alkoxy of one to 3 carbon atoms,inclusive, and s is zero, one, 2, or 3, the various T's being the sameor different, with the proviso that not more than two T's are other thanalkyl, with the further proviso that R₇ is ##STR6## wherein T and s areas defined above, only when R₃ and R₄ are hydrogen or methyl, being thesame or different.
 2. A prostaglandin analog according to claim 1,wherein R₇ is ##STR7##
 3. 2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-17-phenyl-18,19,20-trinor-PGF₁,a prostagladin analog according to claim
 2. 4. A prostaglandin analogaccording to claim 1, wherein R₇ is ##STR8## 5.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-16-phenoxy-17,18,19,20-tetranor-PGF₁,a prostaglandin analog according to claim
 4. 6. A prostaglandin analogaccording to claim 1, wherein R₇ is --(CH₂)_(m) --CH₃.
 7. Aprostaglandin analog according to claim 6, wherein m is
 3. 8. Aprostaglandin analog according to claim 7, wherein g is
 4. 9. Aprostaglandin analog according to claim 8, wherein Y₁ is --C.tbd.C--.10.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-13,14-didehydro-PGF₁,a prostaglandin analog according to claim
 9. 11. A prostaglandin analogaccording to claim 8, wherein Y₁ is --CH₂ CH₂ --. 12.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-13,14-dihydro-PGF₁,a prostaglandin analog according to claim
 11. 13. A prostaglandin analogaccording to claim 8, wherein Y₁ is trans--CH═CH--.
 14. A prostaglandinanalog according to claim 13, wherein at least one of R₃ and R₄ isfluoro. 15.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-16,16-difluoro-PGF₁,a prostaglandin analog according to claim
 14. 16. A prostaglandin analogaccording to claim 13, wherein at least one of R₃ and R₄ is methyl. 17.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-16,16-dimethyl-PGF₁,a prostaglandin analog according to claim
 16. 18. A prostaglandin analogaccording to claim 13, wherein R₃ and R₄ are both hydrogen.
 19. Aprostaglanidn analog according to claim 18, wherein R₅ is methyl. 20.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-15-methyl-PGF₁,a prostaglandin analog according to claim
 19. 21. A prostaglandin analogaccording to claim 20, wherein R₅ is hydrogen. 22.2-Decarboxy-2-aminomethyl-trans-2,3-didehydro-9-deoxy-9-methylene-PGF₁,a prostaglandin analog according to claim 21.